Non-Enzymatic Geometry-Selective Acylation of Tri- and Tetrasubstituted α,α′-Alkenediols

Non-Enzymatic Geometry-Selective Acylation of Tri- and Tetrasubstituted α,α′-Alkenediols

A highly geometry‐selective organocatalytic acylation of tri‐ and tetra‐substituted 2‐alkylidene‐1,3‐propanediols has been developed. The highly E‐selective acylation of various tetrasubstituted 2‐alkylidene‐1,3‐propanediols was achieved in 96 to >99% selectivity for the first time by a non‐enzym...

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Veröffentlicht in:Advanced synthesis & catalysis 2012-11, Vol.354 (17), p.3291-3298
Hauptverfasser: Yoshida, Keisuke, Mishiro, Kenji, Ueda, Yoshihiro, Shigeta, Takashi, Furuta, Takumi, Kawabata, Takeo
Format: Artikel
Sprache:eng
Schlagworte:
acylation
Catalysis
Catalysts: preparations and properties
Chemistry
Exact sciences and technology
General and physical chemistry
geometry
molecular recognition
organocatalysis
tetrasubstituted olefin
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
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Beschreibung
Zusammenfassung:A highly geometry‐selective organocatalytic acylation of tri‐ and tetra‐substituted 2‐alkylidene‐1,3‐propanediols has been developed. The highly E‐selective acylation of various tetrasubstituted 2‐alkylidene‐1,3‐propanediols was achieved in 96 to >99% selectivity for the first time by a non‐enzymatic protocol.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201200242